Outside our home market
Ryan Realty works Central Oregon. Our brokers live in Bend and cover the towns around it, from Redmond and Sisters to Sunriver and La Pine. Ashland is outside that area. Our MLS feed is statewide, so this home and its price are live and current — what we cannot tell you is which street in Ashland is the one to buy on.
A broker who works Ashland every day will know it better than we do. Tell us what you need and we will introduce you to one we would use ourselves. No cost, no obligation.
This 4-bed, 4-bath home at 527 Chestnut Street in Ashland is listed at $715,000. It has 2,032 square feet, sits on 0.34 acres, was built in 1900, and is in N/A. Status is Active, with 47 days on market.
Overview
Interior
Exterior & lot
Systems & utilities
Financial
Listing
Freshly renovated turn of the century home set on over a third of an acre lot with views and gorgeous mature evergreens. Large covered wraparound front porch leads to the front facing living room w/ wood floors & picture windows allowing for an abundance of natural light. Spacious country kitchen has stainless steel appliances. There's a covered enclosed back porch style room w/ bathroom. There are two bedrooms, one of which is ensuite on the main level. Versatile upstairs space has a light filled landing, one bedroom suite and another huge space w/ great architectural features, views and a full bathroom. Plus, a detached oversized two car garage, lots of parking and a relatively level yard that has a ton of potential for gardening or future development. Just above the hospital and within the Health Care Services zoning district. This is a charming property awaiting the next owner to enjoy!
A rough estimate, not a quote. Loan amount $572,000 · $143,000 down · 30 year term.
Insurance starts at 0.35% of price each year. Type your quote to replace it.
sold in the last 90 days
Every active and pending listing of every property type on the regional MLS through Oregon Data Share in Ashland. The wash is sales density of closes in the last 90 days; homes for sale and pending stay as marks. Pulses and the sold count are the closes of the last 30 days. Counts and medians cover every listing read for this map. 14 of the 353 sit beyond the frame's edges: counted in every figure, not drawn.
| Date | Event | Price |
|---|---|---|
| Aug 28, 2026 | Back on market | $715,000 |
| Apr 17, 2026 | Price change | $715,000$29K down |
| Jan 15, 2026 | Price drop | $744,000$25K down |
| Nov 23, 2025 | Listed | $769,000 |
| Year | Tax |
|---|---|
| 2025 | $6,039 |
Tax as filed on the listing. Jackson County. Parcel 10057078.
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Tour requests usually get a same-day reply.
Listing courtesy of Ashland Homes Real Estate Inc.
Data last updated October 15, 2026
Based on information from Oregon Data Share. All information provided is deemed reliable but is not guaranteed and should be independently verified. Listing information is for consumers personal, non-commercial use only.
